Florida Keys Holiday Rentals

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Compare Villas, Resorts, & Rentals in Florida Keys

14,707 villas and rentals
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Luxury Holiday Rentals in Florida Keys

Over 10000+ Luxury Holiday Rentals in or Near Florida Keys
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Top-Rated Holiday Rentals with a Pool in Florida Keys

Over 10000+ The Best Private Villas and Holiday Rentals in Florida Keys with a Pool
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Pet-Friendly Holiday Rentals in Florida Keys

Over 4568+ Pet-Friendly Holiday Rentals in or Near Florida Keys
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Large Holiday Rentals and Private Villas in Florida Keys

Over 2329+ Large Holiday Rentals and Private Villas in or Near Florida Keys
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Wheelchair Accessible Holiday Homes in Florida Keys

Over 3059+ Wheelchair Accessible Holiday Homes in or Near Florida Keys
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Florida Keys Private Villas and Holiday Homes Under $200

Over 1289+ Florida Keys Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Florida Keys

Over 9546+ Instantly Bookable Holiday Homes in or Near Florida Keys
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Book a Last Minute Place to Stay in Florida Keys

About Casai's Private Villas and Holiday Rentals in Florida Keys

Discover more than 14707 vacation rentals available in Florida Keys. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Florida Keys.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Florida Keys, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Florida Keys. On average, places to stay near Florida Keys offer 805.75 ft², with nightly prices averaging US $619.

With Casai, finding and comparing holiday rentals in Florida Keys is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other places to stay near the Florida Keys, FL


Lower Florida Keys 3,401 Properties
Key West 2,667 Properties
Key West Historic District 2,136 Properties
Old Town 2,051 Properties
Duval Street 1,589 Properties
Marathon 1,384 Properties
Pretty Joe Rock 1,286 Properties
Key Largo 1,197 Properties
Downtown 886 Properties
Lower Keys 765 Properties
Islamorada 753 Properties
Uptown - Upper Duval 703 Properties

There are 14707 Florida Keys, FL Holiday Rentals

Recently Booked Holiday Rentals in Florida Keys

Frequently Asked Questions About Florida Keys?

What are the top holiday rentals in Florida Keys?

With numerous options available in Florida Keys, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Florida Keys:

How many holiday rentals have private pools in Florida Keys?

Discover a selection of holiday rentals with private pools near Florida Keys with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

How many Casai.com holiday rentals are available in Florida Keys?

As of 2026, Casai boasts over 14707 properties listed in the Florida Keys area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Florida Keys.

Nearby Neighborhood (16)

NeighborhoodProperty Count
Key West Historic District Vacation Rentals in Florida 2136
Old Town Vacation Rentals in Florida 2051
Downtown Vacation Rentals in Florida 886
Uptown - Upper Duval Vacation Rentals in Florida 703
Historic Seaport Vacation Rentals in Florida 320
Truman Annex Vacation Rentals in Florida 237
New Town Vacation Rentals in Florida 96
Bahama Village Vacation Rentals in Florida 62
Little Venice Vacation Rentals in Florida 45
Venetian Shores Vacation Rentals in Florida 36
Key Largo Village Vacation Rentals in Florida 24
Indigo Reef Marina Homes Vacation Rentals in Florida 1874
Lower Matecumbe Beach Vacation Rentals in Florida 333
Pirates Cove Vacation Rentals in Florida 1448
Coral Lagoon Vacation Rentals in Florida 1874
Sunset Cove Vacation Rentals in Florida 1511